Family-friendly holiday rentals in Orillia

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Orillia family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Cottage in Gravenhurst
4.81 out of 5 average rating, 187 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

BraydenRating, 5 stars2 weeks ago
Christine and Rebecca were amazing hosts!! The cottage was super clean, and had everything we needed. This cottage was also super fun for a big group, we played lots of volleyball, went out in the canoes, and did hot cold dips from the lake to the sauna. Amazing place, would totally go again :)
Top guest favourite
Cabin in Port Carling
4.92 out of 5 average rating, 113 reviews

Icicle Valley

Mahri LatifiRating, 5 stars6 months ago
Jason had a beautiful home that we were grateful to spend our Christmas holidays at. When there was an issue with electronics that we needed help with, not only did he respond rapidly but also came in person to help rectify the issue. A beautiful home and a wonderful host. :)
Superhost
Cottage in Tiny
4.84 out of 5 average rating, 220 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

SebastianRating, 5 stars32 months ago
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.
Superhost
Cottage in Gravenhurst
4.84 out of 5 average rating, 83 reviews

ZuKaLand Lakehouse + Cedar SPA & Rooftop Terrace

BrahamdeepRating, 5 stars3 days ago
⭐️⭐️⭐️⭐️⭐️ Absolutely perfect stay! From the moment we arrived, everything exceeded our expectations. The place was spotless, beautifully decorated, and exactly as described in the listing—if not better! The host was incredibly welcoming and responsive, making check-in a breeze and providing helpful local tips.
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars3 weeks ago
It was another enjoyable stay. This is our second time staying at Micheal’s listing here in Norland. The scenery is beautiful and we enjoyed all the amenities. Thanks again for the relaxing getaway :)
Cottage in Gravenhurst
4.86 out of 5 average rating, 261 reviews

Renovated Lake front cottage with hottub

JoanneRating, 5 stars2 weeks ago
My friends and I had a wonderful stay at Margaretha’s cottage! It is more cute and larger than it appears in the photos. Location was amazing - quiet, peaceful, beautiful, right on the water. She had all the amenities to keep you having fun without having to leave the cottage - canoe, kayaks, water mat, fire pit, bbq. We enjoyed spending every night around the fire pit! Her response time is pretty much immediate so communication was a breeze. What we really appreciated the most was her letting us check in earlier and check out later - it allowed us to not worry about having to keep our frozen/cool foods in our coolers for too long, or feel rushed checking out. The welcome chocolate was also a really thoughtful touch. Her cottage is also well stocked with kitchen and bathroom supplies. The bedrooms were spacious and cozy, and the beds were comfy enough. Bathrooms were clean and modern. Overall, it was well worth the stay!
Superhost
Bungalow in Innisfil
4.82 out of 5 average rating, 280 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars6 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!
Superhost
Cottage in Torrance
4.97 out of 5 average rating, 37 reviews

All-season Cottage on Lake Muskoka

OzanRating, 5 stars2 months ago
Incredible details make you feel right at home. Its is fun and warm. Ping pong table was a pleasant surprise.

Family- and pet-friendly home rentals

Top guest favourite
Cottage in Bracebridge
4.96 out of 5 average rating, 69 reviews

The Leonard Cottage, Muskoka

AnthonyRating, 5 stars1 week ago
Devon’s place was absolutely amazing. Located right by the lake with everything you would want to do in the boathouse. One of the few places that has two bathrooms by the lake. Interior was also super clean, we really enjoyed our stay and would recommend to anyone considering a peaceful cottage weekend !
Guest favourite
Cottage in Gravenhurst
4.97 out of 5 average rating, 61 reviews

Stunning Log Cottage on an Island in Muskoka

AoifeRating, 5 stars1 week ago
My family was visiting from Ireland, and we wanted to give them a taste of cottage life. This Airbnb went beyond what we could have hoped for. I don't think the pictures do it justice. The island was private, beautifully designed, and spacious enough for six of us to feel comfortable and relaxed throughout our stay. It felt like a home away from home. We spent our days fishing, canoeing, reading, eating well, and soaking in the stunning grounds and beautiful home. As to be expected with any cottage, bring bug spray for the black flies and mosquitos—especially if you're visiting in the warmer months. Stephen was a fantastic host: helpful and easy to communicate with. I'd love to make staying here a yearly tradition :)
Superhost
Cottage in Washago
4.94 out of 5 average rating, 54 reviews

Stunning Waterfront w/Hot Tub - Nature's Cottage

MaruthiRating, 5 stars8 months ago
We had a great time at George’s house with our friends. We went there to enjoy the fall colors and this house is a perfect spot to enjoy fall colors near by. Kayak in the fresh lake water right behind the house is really good experience. House looks exactly shown in the images. I recommend this to anyone who want to enjoy time with friends and family in a peaceful location.
Superhost
Cottage in Kawartha Lakes
4.79 out of 5 average rating, 105 reviews

Serenity by the Lake: Lake Waterfront Cottage

TaylorRating, 5 stars1 week ago
Jaan & Nithya were great hosts. The place was beautiful and they were very helpful and responsive when we had any questions! Great place for a family getaway on the lake. Definitely recommend!
Top guest favourite
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

JulieRating, 5 stars9 months ago
Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!
Superhost
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars2 months ago
Great place, will stay again
Guest favourite
Cottage in Kawartha Lakes
4.98 out of 5 average rating, 81 reviews

Beautiful Balsam Lake Retreat-2Hammocks on Balsam

TaraRating, 5 stars6 months ago
Beautiful cottage with a spectacular view of the lake! Very quiet and peaceful for rest and relaxation. The fireplace made the cottage even more cozy on some very cold winter days during our stay. The bed was very comfortable and the entire cottage was well set up for a relaxing atmosphere. Everything was easy to find and anything you could possibly need was there. We loved that amenities like grocery stores and restaurants were close by and easily accessible.
Guest favourite
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars1 month ago
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.

Family-friendly home rentals with a pool

Guest favourite
Chalet in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub

RonenRating, 5 stars10 months ago
Had the best time for our bachelor party at Mountain Ash Farm! Patricia and Ron were responsive and super helpful. Will be coming back here!
Top guest favourite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars4 months ago
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!
Superhost
Cabin in Severn
4.73 out of 5 average rating, 11 reviews

Cabin 10, Spacious Muskoka 2 Bedroom Cabin

BibiRating, 5 stars3 days ago
The cabin was cozy and just as pictured — really beautiful and peaceful ❤️ I’d definitely give this host 5 stars for how well-kept and clean the place was. The BBQ grill could’ve used a bit of cleaning, but that’s minor. The surrounding area (outside the host’s control) could use some upkeep — the beach had quite a bit of algae and grass, so it wasn’t ideal for playing or swimming. That said, the cabin came with lots of great amenities like a paddle boat and more, which were fun and easy to access. The nature was serene and calming. A lovely getaway overall!…
Guest favourite
Guest house in Orangeville
4.96 out of 5 average rating, 357 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

SamanthaRating, 5 stars1 week ago
This property is absolutely beautiful! We had the best time playing tennis and basketball, going in the pool and sauna. The pool is cool which was so nice after getting super hot in the sauna. 10/10 recommend. The inside was beautiful and relaxing, felt like a perfect getaway and we will be back for sure! Thank you for sharing your home!
Guest favourite
Home in Uxbridge
4.85 out of 5 average rating, 91 reviews

The Ridge Roost - Uxbridge Township

JulieRating, 5 stars2 weeks ago
Enjoyed being in the country. The place was very spacious, big kitchen with everything you need & the beds were comfortable. Stephen was a great host, very responsive and being close by, he was able to help with anything you need. The place is well situated between Port Perry and Uxbridge.
Superhost
Cottage in Tiny
4.85 out of 5 average rating, 87 reviews

Haven at Georgian Bay

JennaRating, 5 stars77 months ago
Janna’s cabin is perfect for a little getaway! The place was very homey and quiet! Beautiful view! I would love to come back in the summer! Would stay here again! :)
Superhost
Cabin in Port Severn
4.68 out of 5 average rating, 22 reviews

Cabin 9, a 1 Bedroom Muskoka Lakefront Cabin

JoshRating, 5 stars25 months ago
Cabin #9 was amazing! Perfect size for 2 people! Amazing balcony with a table and chairs and a BBQ. So much to do close by! Paddleboats, Kayaks, Canoes, a pool and more! Larger yard area to play some sports. Host was very responsive and super friendly! I would definitely come back again!
Guest favourite
Bungalow in Lafontaine Beach
4.91 out of 5 average rating, 55 reviews

Sweet Memories of Georgian Bay

TracyRating, 5 stars5 days ago
Cottage is adorable, loved the loft and front porch. The pool was lovely and warm with a delightful pool deck with loungers and backlit lighting features. The beach is beautiful, enjoyed our walks, and our pup got in a great swim! Jeff was attentive and checked in to make sure we had everything we needed.

Quick stats about holiday rentals that are family-friendly in Orillia

  • Total rentals

    80 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Orillia
  6. Family-friendly rentals